3,4-Dihydrocoumarin

Details

Top
Internal ID 58c78af8-8da6-4545-8dab-f60cf648640e
Taxonomy Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
IUPAC Name 3,4-dihydrochromen-2-one
SMILES (Canonical) C1CC(=O)OC2=CC=CC=C21
SMILES (Isomeric) C1CC(=O)OC2=CC=CC=C21
InChI InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2
InChI Key VMUXSMXIQBNMGZ-UHFFFAOYSA-N
Popularity 757 references in papers

Physical and Chemical Properties

Top
Molecular Formula C9H8O2
Molecular Weight 148.16 g/mol
Exact Mass 148.052429494 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

Top
3,4-dihydrocoumarin
119-84-6
hydrocoumarin
chroman-2-one
Benzodihydropyrone
melilotin
2-chromanone
melilotol
1,2-benzodihydropyrone
melilotic lactone
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 3,4-Dihydrocoumarin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.9109 91.09%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6089 60.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9573 95.73%
OATP1B3 inhibitior + 0.9783 97.83%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9162 91.62%
P-glycoprotein inhibitior - 0.9948 99.48%
P-glycoprotein substrate - 0.9925 99.25%
CYP3A4 substrate - 0.6492 64.92%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.7425 74.25%
CYP3A4 inhibition - 0.9235 92.35%
CYP2C9 inhibition + 0.8521 85.21%
CYP2C19 inhibition + 0.8993 89.93%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition - 0.9670 96.70%
CYP inhibitory promiscuity - 0.8376 83.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Warning 0.5274 52.74%
Eye corrosion - 0.7962 79.62%
Eye irritation + 0.9961 99.61%
Skin irritation + 0.6649 66.49%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6319 63.19%
Micronuclear - 0.7441 74.41%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation + 0.9333 93.33%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.8875 88.75%
Nephrotoxicity + 0.5126 51.26%
Acute Oral Toxicity (c) III 0.8116 81.16%
Estrogen receptor binding - 0.9065 90.65%
Androgen receptor binding - 0.8512 85.12%
Thyroid receptor binding - 0.8492 84.92%
Glucocorticoid receptor binding - 0.8811 88.11%
Aromatase binding - 0.7512 75.12%
PPAR gamma - 0.6573 65.73%
Honey bee toxicity - 0.9132 91.32%
Biodegradation + 0.7250 72.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity - 0.5206 52.06%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.77% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.50% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.62% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 86.97% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.04% 99.23%
CHEMBL6007 O75762 Transient receptor potential cation channel subfamily A member 1 83.47% 92.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.82% 86.33%

Cross-Links

Top
PubChem 660
NPASS NPC233238
LOTUS LTS0150185
wikiData Q27098403